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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636677Generated: October 27, 2026

Ethyl 4-(N-BOC-4-piperidyl)trans-crotonate → Tert-butyl 4-(4-ethoxy-4-oxobutyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/636677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-(N-BOC-4-piperidyl)trans-crotonateHCID 10017534—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 4-(4-ethoxy-4-oxobutyl)piperidine-1-carboxylateHCID 1033492092.1%

Reaction Steps

The olefin of Example 5 (2.6 g, 8.7 mmol) in EtOAc (50 mL) at room temperature is stirred under a hydrogen atmosphere (1 atm) in the presence of 10% Pd/C (500 mg) overnight. The reaction mixture is then purged with argon, followed by filtration through a Celite pad. Concentration of the filtrate followed by flash chromatography (10% EtOAc in hexane) gave the title ester (2.4 g, 92%) as a crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194435B1
Source datasetuspto-grants-2001_02
ORD IDord-885c7ab98ab240a69e9c6b79ff7aba8e
Source noteuspto-grants-2001_02